Glutamic acid and glutamates are natural constituents of many fermented or aged foods, including: soy sauce, fermented bean paste, and cheese. They can also be found in hydrolyzed proteins such as yeast extract. The sodium salt of glutamic acid, monosodium glutamate (MSG) is manufactured in a large scale and widely used in the food industry.
- 1 Glutamic acid versus glutamates
- 2 Discovery
- 3 Isomers
- 4 Taste perception
- 5 Sources
- 6 Safety as a flavor enhancer
- 7 Regulations
- 8 Ingredients
- 9 See also
- 10 Notes
- 11 References
Glutamic acid versus glutamates
When glutamic acid or any of its salts is dissolved in water, it immediately forms a solution of separate negative ions, called glutamates, and positive ions like H
. There is actually a chemical equilibrium among several ionized forms, including zwitterions, that depends on the acidity (pH) of the solution. Within the common pH range of foods, the prevailing ion can be described as −OOC-C(NH+
2)2-COO−, with a net −1 electric charge.
Only the glutamate ion is responsible for the umami flavor, so the effect does not depend significantly on the starting compound. However, some crystalline salts such as monosodium glutamate dissolve much better and faster than crystalline glutamic acid. This has proven to be an important factor in the implementation of substances as flavor enhancers.
Although they occur naturally in many foods, glutamic acid and other amino acid flavor contributions were only scientifically identified early in the twentieth century. In 1866, German chemist Karl Heinrich Ritthausen discovered and identified the compound. In 1907, Japanese researcher Kikunae Ikeda of the Tokyo Imperial University identified brown crystals left behind after the evaporation of a large amount of kombu broth as glutamic acid. These crystals, when tasted, reproduced the ineffable but undeniable flavor he detected in many foods, most especially in seaweed. Professor Ikeda coined the term for this flavor as umami. He then patented a method of mass-producing a crystalline salt of glutamic acid, known as, monosodium glutamate.
Further research into the compound has found that only the L-glutamate enantiomer has flavor-enhancing properties. Manufactured monosodium glutamate contains over 99.6% of the naturally-predominant L-glutamate form, which is a higher proportion of L-glutamate than can be found in the free glutamate ions of fermented naturally-occurring foods. Fermented products such as soy sauce, steak sauce, and Worcestershire sauce have levels of glutamate similar to foods with added monosodium glutamate. However, only 5% or more of the glutamate may be the D-enantiomer. Nonfermented naturally-occurring foods have lower relative levels of D-glutamate than fermented products.
Glutamic acid stimulates specific receptors located in taste buds such as the amino acid receptor T1R1/T1R3, or other glutamate receptors like the metabotropic receptors (mGluR4 and mGluR1) which induce the flavor profile known as umami. It is classified as one of the five basic tastes (the word umami is a loanword from Japanese; it is also referred to as "savory" or "meaty").
The flavoring effect of glutamate come with its free form, where it is not bound to other amino acids in protein. Nonetheless, glutamate by itself does not elicit an intense umami taste. The mixing of glutamate with nucleotides inosine-5’-monophosphate (IMP) or guanosine-5’-monophosphate (GMP) enhances the taste of umami; T1R1-T1R3 responds primarily to mixtures of glutamate and nucleotides. While researches show that the synergism occurs in some animal species with other amino acids, studies of human taste receptors show that the same reaction only occur between glutamate and the selected nucleotides. Moreover, sodium in monosodium glutamate may activate glutamate to produce a stronger umami taste.
Two hypotheses for the explanation of umami taste transduction have been introduced: (i) The umami taste is transduced by an N-methyl-D-aspartate (NMDA) type glutamate ion channel receptor; or (ii) is transduced by a metabotropic type glutamate receptor (taste-mGluR4). The metabotropic glutamate receptors such as mGluR4 and mGluR1 can be easily activated at glutamate concentration levels found in food.
Glutamate itself is ubiquitous in biological life. It is found naturally in all living cells, primarily in the bound form as a constituent of proteins. Only a fraction of the glutamate in foods is in its "free" form, and only free glutamate can enhance the flavor of foods. Part of the flavor-enhancing effect of following: tomatoes, fermented soy products, yeast extracts, certain sharp cheeses, and fermented or hydrolyzed protein products (such as soy sauce and fermented bean paste) are due to the presence of free glutamate ions.
Japanese cuisine originally used broth made from kombu (kelp) to bring up the umami taste in soups. Manufacturers, such as Ajinomoto, use selected strains of Micrococcus glutamicus bacteria in a nutrient-rich medium. The bacteria are selected for their ability to excrete glutamic acid, which is then separated from the nutrient medium and processed into its sodium salt, monosodium glutamate.
In the Roman Empire glutamic acid was found in a sauce called garum, made from fermenting fish in saltwater. The flavor enhancing properties of glutamic acid allowed Romans to reduce the use of expensive salt.
Concentration in foods
|Food||Free glutamate (mg/100 g)||Protein glutamate (mg/100 g)|
|Rausu kombu (kelp)||2286|
|Rishiri kombu (kelp)||1985|
|Hidaka kombu (kelp)||1344|
|Japanese fish sauce||1383|
|Korean soy sauce||1264|
|Chinese soy sauce||926|
|Japanese soy sauce||782|
Hydrolyzed proteins, or protein hydrolysates, are acid- or enzymatically treated proteins from certain foods. One example is yeast extract. Hydrolyzed protein contains free amino acids, such as glutamate, at levels of 5% to 20%. Hydrolyzed protein is used in the same manner as monosodium glutamate in many foods, such as canned vegetables, soups, and processed meats.
Safety as a flavor enhancer
Monosodium glutamate is safe for consumption.  The controversy surrounding the safety of MSG arose starting in April 1968, when Robert Ho Man Kwok wrote a letter to the New England Journal of Medicine, coining the term "Chinese restaurant syndrome". In this letter he claimed:
I have experienced a strange syndrome whenever I have eaten out in a Chinese restaurant, especially one that served northern Chinese food. The syndrome, which usually begins 15 to 20 minutes after I have eaten the first dish, lasts for about two hours, without hangover effect. The most prominent symptoms are numbness at the back of the neck, gradually radiating to both arms and the back, general weakness and palpitations...
The syndrome is often abbreviated as CRS and also became known under the names Chinese food syndrome and monosodium glutamate symptom complex.
Symptoms attributed to the Chinese restaurant syndrome have been determined to be false. Although many people believe that monosodium glutamate (MSG) is the cause of these symptoms, an association has never been demonstrated under rigorously controlled conditions, even in studies with people who were convinced that they were sensitive to the compound. Techniques used to adequately control for experimental bias include a placebo-controlled double-blinded experimental design and the use of capsules to deliver the compound to mask the strong and unique after-taste of glutamates.
In 1959, the U.S. Food and Drug Administration (FDA) classified monosodium glutamate as generally recognized as safe (GRAS). This action stemmed from the 1958 Food Additives Amendment to the Federal Food, Drug, and Cosmetic Act that required premarket approval for new food additives and led the FDA to promulgate regulations listing substances, such as monosodium glutamate, which have a history of safe use or are otherwise GRAS.
Since 1970, FDA has sponsored extensive reviews on the safety of monosodium glutamate, other glutamates, and hydrolyzed proteins, as part of an ongoing review of safety data on GRAS substances used in processed foods. One such review was by the Federation of American Societies for Experimental Biology (FASEB) Select Committee on GRAS Substances. In 1980, the committee concluded that monosodium glutamate was safe at current levels of use but recommended additional evaluation to determine monosodium glutamate's safety at significantly higher levels of consumption. Additional reports attempted to look at this.
In 1986, FDA's Advisory Committee on Hypersensitivity to Food Constituents concluded that monosodium glutamate poses no threat to the general public but that reactions of brief duration might occur in some people. Other reports have given the following findings:
- The 1987 Joint Expert Committee on Food Additives of the United Nations Food and Agriculture Organization and the World Health Organization placed monosodium glutamate in the safest category of food ingredients.
- A 1991 report by the European Community's (EC) Scientific Committee for Foods reaffirmed monosodium glutamate's safety and classified its "acceptable daily intake" as "not specified", the most favorable designation for a food ingredient. In addition, the EC Committee said, "Infants, including prematures, have been shown to metabolize glutamate as efficiently as adults and therefore do not display any special susceptibility to elevated oral intakes of glutamate." Legislation in effect since June 2013 classifies glutamic acid and glutamates as salt substitutes and seasonings and condiments with a maximum level of consumption of 10g/kg expressed as glutamic acid.
Following the compulsory EU-food labeling law the use of glutamic acid and its salts has to be declared, and the name or E number of the salt has to be listed. Glutamic acid and its salts as food additives have the following E numbers: glutamic acid: E620, monosodium glutamate: E621, monopotassium glutamate: E622, calcium diglutamate: E623, monoammonium glutamate: E624, and magnesium diglutamate: E625. In the European Union, these enhancers are not allowed to be added to milk, emulsified fat and oil, pasta, cocoa/chocolate products and fruit juice. The EU has not yet published an official NOAEL (no observable adverse effect level) for glutamate, but a 2006 consensus statement of a group of German experts drawing from animal studies was that a daily intake of glutamic acid of 6 grams per kilogram of body weight (6 g/kg/day) is safe. From human studies, the experts noted that doses as high as 147 g/day produced no adverse effects in males when given for 30 days; in a 70 kg male that corresponds to 2.1 g per kg of body weight.
In 1959, the Food and Drug Administration classified MSG as a "generally recognized as safe" (GRAS) food ingredient under the Federal Food, Drug, and Cosmetic Act. In 1986, FDA's Advisory Committee on Hypersensitivity to Food Constituents also found that MSG was generally safe, but that short-term reactions may occur in some people. To further investigate this matter, in 1992 the FDA contracted the Federation of American Societies for Experimental Biology (FASEB) to produce a detailed report, which was published in 1995. The FASEB report reaffirmed the safety of MSG when it is consumed at usual levels by the general population, and found no evidence of any connection between MSG and any serious long-term reactions.
Under 2003 U.S. Food and Drug Administration regulations, when monosodium glutamate is added to a food, it must be identified as "monosodium glutamate" in the label's ingredient list. Because glutamate is commonly found in food, primarily from protein sources, the FDA does not require foods and ingredients that contain glutamate as an inherent component to list it on the label. Examples include tomatoes, cheeses, meats, hydrolyzed protein products such as soy sauce, and autolyzed yeast extracts. These ingredients are to be declared on the label by their common or usual names. The term 'natural flavor' is now used by the food industry when using glutamic acid. Because of lack of regulation, it is impossible to determine what percentage of 'natural flavor' is actually glutamic acid.
The food additives disodium inosinate and disodium guanylate are usually used in synergy with monosodium glutamate-containing ingredients, and provide a likely indicator of the addition of glutamate to a product.
Australia and New Zealand
Standard 1.2.4 of the Australia New Zealand Food Standards Code requires the presence of monosodium glutamate as a food additive to be labeled. The label must bear the food additive class name (e.g. flavor enhancer), followed by either the name of the food additive (e.g. MSG) or its International Numbering System (INS) number (e.g. 621)
The Canada Food Inspection Agency considers claims of "no MSG" or "MSG free" to be misleading and deceptive when other sources of free glutamates are present.
Food ingredients that contain glutamic acid include:
- Hydrolyzed vegetable protein
- Autolyzed yeast, yeast extract, yeast food, and yeast nutrient
- Glutamic acid (E620), glutamate (E620)
- Monopotassium glutamate (E622)
- Calcium glutamate (E623)
- Monoammonium glutamate (E624)
- Magnesium glutamate (E625)
- Sodium glutamate (E621)
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